Issue 10, 2012
From the journal:

Organic & Biomolecular Chemistry

One-pot preparation of piperazines by regioselective ring-opening of non-activated arylaziridines†

Piera Trinchera,a   Biagia Musio,a   Leonardo Degennaro,a   Anna Moliterni,b   Aurelia Falcicchiob  and  Renzo Luisi*a  

* Corresponding authors

a Dipartimento Farmaco – Chimico, Università degli Studi di Bari “Aldo Moro”, Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy
E-mail: luisi@farmchim.uniba.it

b Istituto di Cristallografia ICC-CNR, Via Amendola 122/o, I-70125 Bari, Italy

Abstract

Herein we report a new straightforward synthesis of cis and trans 2,5-disubstituted N,N-dialkylpiperazines, even in enantioenriched form, by reacting non-activated N-alkyl arylaziridines in the presence of a catalytic amount of a Lewis acid. A stereochemical and NMR investigation revealed useful mechanistic insights for this process.

Graphical abstract: One-pot preparation of piperazines by regioselective ring-opening of non-activated arylaziridines

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2OB07099E
Article type
Communication
Submitted
14 Dec 2011
Accepted
12 Jan 2012
First published
13 Jan 2012

Org. Biomol. Chem., 2012,10, 1962-1965

Permissions

Request permissions

One-pot preparation of piperazines by regioselective ring-opening of non-activated arylaziridines

P. Trinchera, B. Musio, L. Degennaro, A. Moliterni, A. Falcicchio and R. Luisi, Org. Biomol. Chem., 2012, 10, 1962 DOI: 10.1039/C2OB07099E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements